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Roof Top Pool at the High Life - 1 Block from the Beach!

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Elevated beachside retreat featuring a stunning rooftop pool and deck with sunset views over the coastal neighborhood.
Beachfront vacation home with expansive rooftop deck featuring giant chess set, overlooking pristine white sand beaches and Gulf waters at sunset.
Sink into plush seating while enjoying your private bar area and stunning pool views through floor-to-ceiling windows.
Relax in your elegant master bedroom featuring a plush king bed, cozy reading nook, and ceiling fan to keep you cool.
Unwind in this open-concept space where you'll create memories around the dining table and gather at the kitchen island for morning coffee.

Reviews

9.0 out of 10
Wonderful
4 bedrooms4+ bathroomsSleeps 19

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Explore the area

View in a map
Pensacola Beach, FL
  • Place, Santa Rosa Sound
    ‪2 min walk‬
  • Place, Pensacola Beach Beaches
    ‪2 min walk‬
  • Place, Opal Beach
    ‪19 min walk‬
  • Airport, Pensacola, FL (PNS-Pensacola Intl.)
    ‪32 min drive‬

Rooms & beds

4 bedrooms (sleeps 19)

Common Area

1 Single Bed and 1 Double Sofa Bed

Fourth Bedroom

2 Queen Beds

Primary Bedroom

2 Single Beds and 1 King Bed

Second Bedroom

1 Double Murphy Bed and 1 King Bed

Third Bedroom

2 Queen Beds

4 bathrooms, 1 half bathroom

Fourth Bathroom

Half Bathroom

Primary Bathroom

Second Bathroom

Third Bathroom

Spaces

Deck or patio
Kitchen
Balcony

About this property

Roof Top Pool at the High Life - 1 Block from the Beach!

With out a doubt this property is Pensacola Beach's most unique home! This home has construction like none other! Its innovative design takes indoor/outdoor living to a new level and provides views of the gulf and sound that are just breathtaking! Vacationing in this home will be an experience you will never forget!

To make your vacation even more amazing, ask us about the Laguna's Beach Bar and Grill. You will receive 10% Go Karts, Ropes course, Splash Pad and Climbing Wall! You'll also receive 10% off on parasailing and jet skis! With a variety of activities and amenities to enjoy, get ready for an amazing adventure at Pensacola Beach’s most action-packed venue.

The location of the home is perfect! It is just a short walk (100yds) to the beach - the access walkway is right next to the home! Not only can you easily walk to the beach but you can also walk right in to the heart of Pensacola Beach - shopping, restaurants, mini golf, ... to many activities to list! As an added bonus, the Beach Trolley stops directly near the house to make it easy for everyone to get around without walking or driving.

The home itself is nothing short of amazing! It features a third floor with two main glass walls that open up entirely to a custom built pool! Not only that , but this pool area has an outdoor bar, an outdoor bathroom, a large modern sectional - and views of the gulf and entire island!

If the panoramic views from the third level living and pool area are not enough for you - take the spiral steps up to the roof top deck where you can see for miles in every direction! This roof deck is the perfect place for morning coffee and an afternoon glass of wine! With a total of 1400 square feet of decks, this house is a place of instant relaxation!

The kitchen is incredible! It has concrete counters, a copper sink, and a huge fridge! It also has a large bar with extra stools for additional seating.
You will love the "open concept" of this house. The kitchen, living room, dining room, bar area, are all combined and again - opens up to the pool and decks! The openness of this house gives it the capacity to provide plenty of space for large groups.

This home has 4 bedrooms, each with its own bathroom. A half bath can be found on the main living level and an additional full bath by the pool.

Bedroom 1 - King and Daybed with Twin Trundle
Bedroom 2 - King and Queen Murphy Bed
Bedroom 3 - 2 Queen Beds
Bedroom 4 - 2 Queen Beds
Common Area - Sleeper Sofa and Twin Roll Away

Don't miss the opportunity to make this uniquely amazing home your vacation destination.

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Exterior
Tranquil covered deck with Gulf views, private pool and easy beach access.
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  • Kitchen
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9.8 out of 10, Exceptional, (120 reviews)
Tranquil covered deck with Gulf views, private pool and easy beach access.

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2569222vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property

About the area

Pensacola Beach

Located near the beach, this holiday home is in Toilla Segunda, a neighbourhood in Pensacola Beach. Fort Pickens is a notable landmark, and the area's natural beauty can be seen at Pensacola Beach Beaches and Opal Beach. Water Warrior and Wall South are also worth visiting.
View more Holiday homes in Pensacola BeachOpens in a new window
Map
Pensacola Beach, FL

What's nearby

  • Santa Rosa Sound - 2 min walk - 0.2 km
  • Pensacola Beach Beaches - 2 min walk - 0.2 km
  • Opal Beach - 19 min walk - 1.6 km
  • Pensacola Beach Boardwalk - 3 min drive - 1.7 km
  • Casino Beach - 4 min drive - 2.1 km

Getting around

  • Pensacola Station - 23 min drive
  • Pensacola, FL (PNS-Pensacola Intl.) - 26 min drive

Restaurants

  • ‪Crabs We Got 'em! - ‬3 min drive
  • ‪Flounder's Chowder House - ‬3 min drive
  • ‪Hilton - ‬20 min walk
  • ‪Circle K - ‬3 min drive
  • ‪The Dock - ‬3 min drive

Frequently asked questions

Is Roof Top Pool at the High Life - 1 Block from the Beach! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Roof Top Pool at the High Life - 1 Block from the Beach!?

As of 13 May, 2026, prices found for a 1-night stay for 2 adults at Roof Top Pool at the High Life - 1 Block from the Beach! on 11 Jan, 2027 start from S$911, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Roof Top Pool at the High Life - 1 Block from the Beach!?

On-site parking is available at the property.

What time is check-in at Roof Top Pool at the High Life - 1 Block from the Beach!?

Check-in begins at 4:00 PM.

What time is check-out at Roof Top Pool at the High Life - 1 Block from the Beach!?

Checkout is at 10:00 AM.

Where is Roof Top Pool at the High Life - 1 Block from the Beach! located?

Located in Toilla Segunda, this holiday home is within 1 mi (2 km) of Pensacola Beach Beaches and Opal Beach. Santa Rosa Sound and Pensacola Beach Boardwalk are also within 1 mile (2 km).

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 25 out of 39 reviews
Rating 8 - Good. 10 out of 39 reviews
Rating 6 - Okay. 3 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 1 out of 39 reviews

8.8/10

Cleanliness

9.6/10

Check-in

9.2/10

Communication

9.8/10

Location

9.2/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Don N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was great. One of the TV's did not work but we were not there to watch TV so no big deal. Great place for a large group !
Stayed 2 nights in Apr 2026
Response from VrboOwner on 6 Apr, 2026
Thank you for your kind words! We're glad the house met your needs. We’ll look into the TV issue. We're thrilled you enjoyed your stay.
Verified

10/10 Excellent

Roxanne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay here it was nice and spacious with a short walking distance to the beach. The view from the rooftop was beautiful and sunset. The house was clean with everything we needed for our stay.
Stayed 3 nights in Aug 2025
Response from VrboOwner on 5 Sept, 2025
Thank you for your kind review! We're delighted to hear you enjoyed your stay, the spaciousness, and the proximity to the beach. We're thrilled the rooftop view and cleanliness met your expectations. We hope to welcome you again soon.
Verified

10/10 Excellent

Travis S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very convenient to everything along with an awesome management staff!

Very well maintained and will definitely stay again.
Stayed 5 nights in Mar 2023
Response from VrboOwner on 28 Mar, 2023
Thank you Travis! It was a pleasure to have you stay with us!
Verified

8/10 Good

Juan V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family trip

Home needs some minor maintenance but overall a good stay. There was an issue with the ac but Carrie the host had it resolved within 1 hour. Would stay here again.
Stayed 4 nights in Jul 2025
Response from VrboOwner on 4 Aug, 2025
Thank you for your review. I'm glad to hear that you had an overall good stay and that Carrie was able to resolve the AC issue promptly. Your feedback is valuable, and I appreciate you taking the time to share your experience. I look forward to hosting you again in the future.
Verified

10/10 Excellent

Megan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay! The house was spacious and perfect for our group of 11 to spread out. The layout of the kitchen, dining and living area was great for accommodating a large group.The pool was a big bonus. It was the perfect size for a quick swim at night. We had a quick walk to the beach and the beach was not crowded. There were a couple of broken things, but it did not effect us having a great vacation.
Stayed 4 nights in Sep 2025
Response from VrboOwner on 23 Sept, 2025
Thank you for your wonderful review! We're delighted to hear you enjoyed your stay and found the house spacious. We're glad the layout and pool met your needs. We'll address the broken items promptly. We hope to welcome you again soon!
Verified

10/10 Excellent

Lucas D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and fun place to stay

The house was spacious and well laid out… could use a few updates here and there but overall was a great house to rent and enjoy with friends. great views from the roof deck!
Stayed 3 nights in Apr 2023
Response from VrboOwner on 21 Apr, 2023
Thank you Lucas for your feedback on your recent stay with us at the High Life. We have addressed the items you mentioned and we would love to have you back next year! Please let me know when you are ready to return to Pensacola Beach.
Verified

10/10 Excellent

Emari T.

Excellent

Absolutely beautiful, remolded house that sits within walking distance of the beach! Fantastic stay. Would definitely recommend for a beach vacation.
Stayed 6 nights in Apr 2019
Response from VrboOwner on 21 Mar, 2020
Thank you so very much for the wonderful 5 star review. We love knowing that you had a great time at our home and on Pensacola Beach. We look forward to hosting you again sometime very soon.
Verified

6/10 Okay

Danette P.

Liked: Check-in, communication, location, listing accuracy

Ladies Trip

We enjoyed our stay. The pool area was awesome with the view to both sides of the water. Wish the water feature worked. A few updates could be made but overall we enjoyed our stay and the location!
Stayed 4 nights in Sep 2024
Response from VrboOwner on 12 Sept, 2024
Thank you for taking the time to share your feedback with us. We sincerely appreciate your recent stay at the High Life. Guest satisfaction is our utmost priority, and your feedback provides us with valuable information to improve our accommodations for future guests. We hope to have the opportunity to welcome you back in the future and provide you with an improved and memorable beach getaway experience.
Verified

8/10 Good

cindy c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family get away

Our family of 14 had a great vacation despite the rain! The house was spacious and a short walk to the uncrowned beach. We loved Pensacola and will vacation there again!
Stayed 6 nights in Oct 2021
Response from VrboOwner on 30 Oct, 2021
Thank you Cindy for your review! We are so glad you and your family had a great experience here on the beach with us and loved the area. We hope to host you again very soon!
Verified

10/10 Excellent

Roberto O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise

Best weekend ever
Stayed 2 nights in Mar 2023
Response from VrboOwner on 24 Mar, 2023
Thank you Roberto!
Verified

10/10 Excellent

Andy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

What a wonderful house!

Couldn't ask for a better located house. Pool was amazing. Pre call for check in and post call for check out was a step above what I was expecting. Views were awesome. House was very clean. Would definitely stay again!
Stayed 2 nights in Apr 2022
Response from VrboOwner on 29 May, 2022
Andy! Thank you for your kind words. Please do not hesitate to reach out when you are ready to return to the High Life on Pensacola Beach!
Verified

10/10 Excellent

Ladonna H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

While there were several repairs that needed to be made while we were there, maintenance was quick to get there and fix things. View from rooftop beautiful! Short walk to beach nice! Staff super friendly and helpful!!
Stayed 6 nights in Jun 2023
Response from VrboOwner on 26 Jun, 2023
Thank you Ladonna!
Verified

10/10 Excellent

Stephen Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location for large groups!

The place is in a great location about a 5 minute walk to the beach. The pool on the second floor balcony is a great amenity, as well as the accessible rooftop. My only observation is some of the electronics seem to either not work or did not have clear instructions (indoor outdoor speakers, pool lighting, TV connections, etc). We weren't in the house much but I could see how that would be an issue for some people. Overall great stay!
Stayed 4 nights in Sep 2024
Response from VrboOwner on 1 Oct, 2024
Thank you for taking the time to share your feedback with us. We sincerely appreciate your recent stay at the High Life! Guest satisfaction is our utmost priority, and your feedback provides us with valuable information to improve our accommodations for future guests. We hope to have the opportunity to welcome you back in the future and provide you with an improved and memorable beach getaway experience.
Verified

8/10 Good

Steven C.

Liked: Check-in, communication, location, listing accuracy

great location

Beautiful house but needs a few repairs. The elevator never worked so my mom (who just had knee surgery) had a difficult time. Overall lovely house close to beach and great views. Pool wasn't ready for us but they cleaned it up by the third day.
Stayed 5 nights in Apr 2021
Response from VrboOwner on 12 Apr, 2021
Thank you for the very kind review. We are very happy to hear that you loved our home and had a great vacation on Pensacola Beach. We look forward to hosting you again very soon.
Verified

10/10 Excellent

Laurie O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

I have to give this house 5 stars, because we had such a successful and amazing family vacation! The top floor, which is kitchen, living and dining is perfect for a large group. We had 3 small children with us and the roof top pool was a huge hit! The pool has lots of lounge/outdoor furniture and has nice views of the ocean. The house is a short pleasant walk to the white sand beach. The house definitely has wear and tear and the furniture is comfortable’ish. Also, be prepared to walk up over 40 steps to get groceries to the kitchen. Overall, we had a great time with lasting memories.
Stayed 8 nights in Aug 2021
Response from VrboOwner on 19 Oct, 2021
Thank you Laurie for the 5-star review! We are so glad you loved the home and were able to make many lasting memories. Hope we will be able to host you again!
Verified

6/10 Okay

Michael B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome stay, just needs modifications

We thoroughly enjoyed our stay. The house itself is fantastic, with such a great location and great bones. We really liked the common area with panoramic windows. However, the place needs some modifications. Pool turned green really quick into the stay and was leaking below. Some faucets didn’t drain in the bathrooms, ice machine wasn’t working, wine cooler wasn’t working, derogative words written in elevator near 3rd floor level. With a little bit of TLC and and upgrading, this place could be one of the best houses on the coast!
Stayed 4 nights in May 2023
Verified

8/10 Good

Christy R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful View

The house does no disappoint with the view. The kitchen was missing some basics which for the amount of money you spend it should be there. No wine glasses not even plastic ones, cork screw, can opener, etc. The house is showing its age and needs just some updating and fresh paint especially on the outside.
Stayed 5 nights in Nov 2022
Response from VrboOwner on 28 Nov, 2022
Thank you Christy! We will have those items addressed in the home!
Verified

6/10 Okay

Erin L.

Liked: Check-in, communication, location

Nice place. Needs better upkeep

We loved our stay and the house was nice. It has many features that do not work (I wish we we had been told ) ice maker in freezer was broken, under counter ice maker at wet bar was broken, pool lights were broken, fans in 3 of 4 bedrooms did not work (properly repair could not program remotes that didn’t work) plus house itself it very dark. Another issue - most plugs & outlets were by ceiling not counter height or by floor - try charging cell phones from ceiling???!!! We had fun but going to grocery daily for ice was a drag, and I would have appreciated more help from guest services!!!
Stayed 7 nights in Apr 2022
Response from VrboOwner on 28 May, 2022
Erin, Thank you for you feedback on this home. I will ensure these items are addressed immediately. Thank you!
Verified

8/10 Good

Amber M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Overall a Great Place to Stay for Vacation

Pros about the VRBO: Great location, just about a block away from the beach. House was very spacious and clean. The elevator was a big help when we had to haul heavy items from the main living area (3rd floor) to the 1st floor and vice versa. The best part for us was the pool located on the 3rd floor overlooking the beach. And the rooftop view was even more amazing! You can see the beach and the gulf :-) We went up there just to watch the sunsets. My family had a great time and we shared some unforgettable memories. Cons about the VRBO: There was a dark stain on the ceiling in the main living area on the 3rd floor, which appeared to be mold. We informed the service man who helped fix the electrical outlet in one of the bedrooms so the TV would work. There was no TV in one of the bedrooms, which is a bummer for a family that enjoys watching TV before bedtime. The doorbell didn't work, which wouldn't be a big deal if the main living area wasn't on the 3rd floor. And lastly, the patio furniture was old and worn and some cushions were ripped. But all in all, I would definitely stay there again and recommend it to anyone else.
Stayed 5 nights in Jul 2019
Response from VrboOwner on 21 Mar, 2020
Thank you for your review and for bringing these issues to our attention. While we are very happy to hear that you loved the home and the pool and the location we want you to know that we are attending to the issues you pointed out. We have our maintenance personal repairing and repainting the wall where there was some water damage. We are replacing the TV that didn’t work in the bedroom. We are replacing the outdoor furniture.
Verified

10/10 Excellent

Jennifer T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Vacation Home

Great Location. Plenty of Room. Elevator was great for bringing up luggage & groceries. Beds were comfortable. It was very clean but the only reason I gave 4stars was because we saw a couple of roaches. It might be time for a pest spray. The top floor open floor plan was perfect for us. We could cook and still spend time together watching the Huge Flat Screen TV. The WiFi was good enough to stream movies. The kitchen had MOST of what you need for cooking. But, was missing a few items. We had to purchase a can opener. But, the Exxon Market just down the street had basic necessities. The owner might also update the cutlery. Cutting knives were very dull. Other than that we made it just fine. We had no issues with management or any reason to call them. Everything worked great. Only disappointment was TV Channels were limited. We were there the week of Thanksgiving and weren’t able to watch one of the football games because the tv did not have FOX channel. Overall, our family had a wonderful experience. I would definitely recommend this vacation property.
Stayed 7 nights in Nov 2023
Response from VrboOwner on 19 Jun, 2024
Thank you for taking the time to share your feedback with us. We sincerely appreciate your recent stay at High Life. Guest satisfaction is our utmost priority, and your feedback provides us with valuable information to improve our accommodations for future guests. We hope to have the opportunity to welcome you back in the future and provide you with an improved and memorable beach getaway experience.
Verified

10/10 Excellent

John E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great stay

great
Stayed 3 nights in Sep 2021
Response from VrboOwner on 7 Oct, 2021
Thank you so much John for the 5-star review! We look forward to hosting you again in the near future!
Verified

8/10 Good

Megan M.

Liked: Cleanliness, communication, location, listing accuracy

Perfect location updates needed

The location of the property is ideal and the rooftop pool is fantastic. We were able to watch the Blue Angels and the fireworks from the roof without having to battle traffic. Access to the beach is very close and the beach is not too busy and is beautiful. Upon arrival I was told I owed another $120 due to tax changes even though I had already paid in full. We were waiting for our access code to check in. At 4pm I called and they said check in was changed to be between 4-6pm instead of 4. We went out to dinner while waiting for our code. At 6pm I still did not receive the code so I called and they finally provided it. I think 6pm is a very late check in time and that information was not provided ahead of time. There are a lot of repairs and maintenance needed in the home i.e. garbage drawer off track, one bathroom door would not close, ice maker does not work, drier handle broken off and had to use butter knife to open, mold or some sort of black stain around some ceiling vents, and we came across a few roaches. Just a lot of wear and tear. Also, if you plan to watch TV, you might want to bring a roku with. Very minimal channels are offered and only 3 of the 4 bedrooms had a TV. We were not inside most of the time so it wasn’t a huge deal but we do like to watch TV in the evenings before bed. Again, the location and pool/deck area were great and I would consider staying here again but for the price we paid I think some of these items should be taken care of.
Stayed 9 nights in Jul 2021
Response from VrboOwner on 11 Nov, 2021
Megan, thank you for your kind and honest review! Please note that we are working diligently with our team to make sure improvements are met for this property. We are glad you were able to enjoy the property and your experience on the island! We hope to be able to host you again soon.
Verified

2/10 Terrible

Arthur A.

Liked: Check-in, location
Disliked: Cleanliness, communication, listing accuracy

The elevator does not work. The place has personal items I assume from the owner in the cabinets ver

Misleading advertisers Much maintenance required Elevator Not working Roach infested Cabinets full of junk All but 1 closet locked Pantry locked Construction debris piled up next to the house Trailer parked in the one parking spot
Stayed 7 nights in May 2021
Response from VrboOwner on 11 Nov, 2021
Thank you for taking the time to provide your feedback. Our team has taken the time to remove and organize the cabinets to provide more space for guests to unload their items. The elevator has received maintenance and has been functioning. Pest control has also regularly been coming to the home to provide routine service.
Verified

10/10 Excellent

Dylan C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time

The staff was very friendly and helpful and the house was amazing, my friends and I had a wonderful time. steps away from the beach, great rooftop view and plenty of comfortable beds. Wish we could of used the rooftop pool more but the weather wasn’t hot enough for it yet. I would definitely come to this house again!
Stayed 7 nights in Mar 2021
Response from VrboOwner on 13 Mar, 2021
Thank you for the wonderful 5 star review. We are very happy to hear that you loved our home and had a great vacation on Pensacola Beach. We look forward to hosting you again very soon.
Verified

8/10 Good

Jessica S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Communication

They were always quick to reply to any questions and staff was extremely friendly.
Stayed 4 nights in Oct 2020
Response from VrboOwner on 24 Nov, 2020
Thank you for the very kind review. We are very happy to hear that you loved our home and had a great vacation on Pensacola Beach. We look forward to hosting you again very soon.

About the host

Hosted by Carrie

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Languages:

English

Premier Host

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